Methanol → HCID 86632075, compound

HRID 504533Notes

Reaction equation

[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:17])=[C:6]([CH:8]=[N:9][C:10]([O:12][Si](C)(C)C)=[CH2:11])[CH:7]=1.[C:18]([O:22][C:23]([N:25]1[C:33]2[C:28](=[CH:29][CH:30]=[C:31]([Cl:34])[CH:32]=2)/[C:27](=[CH:35]/[C:36]2[CH:41]=[C:40]([Cl:42])[CH:39]=[CH:38][C:37]=2[O:43][CH2:44][C:45]2([C:50]#[N:51])[CH2:49][CH2:48][CH2:47][CH2:46]2)/[C:26]1=[O:52])=[O:24])([CH3:21])([CH3:20])[CH3:19].CO>C1(C)C=CC=CC=1>[C:18]([O:22][C:23]([N:25]1[C:33]2[C:28](=[CH:29][CH:30]=[C:31]([Cl:34])[CH:32]=2)[C:27]2([CH:35]([C:36]3[CH:41]=[C:40]([Cl:42])[CH:39]=[CH:38][C:37]=3[O:43][CH2:44][C:45]3([C:50]#[N:51])[CH2:49][CH2:48][CH2:47][CH2:46]3)[CH2:12][C:10](=[O:11])[NH:9][CH:8]2[C:6]2[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=2[CH3:17])[C:26]1=[O:52])=[O:24])([CH3:21])([CH3:19])[CH3:20]

Participants

Conditions

Temperature: 70 °C

Procedure

To a solution of 1-(5-fluoro-2-methyl-phenyl)-3-trimethylsilyoxy-2-aza-1,3-butadiene (30 mmol) in toluene (30 mL) was added E/Z-6-Chloro-3-[5-chloro-2-(1-cyano-cyclopentylmethoxy)-benzylidene]-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (6 g, 11.7 mmol). Then the reaction mixture were heated at 70° C. overnight. After the solution was cooled to room temperature, methanol was added. The solution was concentrated and the residue was purified by flash column to give the title compound as a white solid (500 mg).

Workup

temperatureAfter the solution was cooled to room temperature
concentrationThe solution was concentrated
customthe residue was purified by flash column

Sources & evidence

ORD record: ord-025137721e4947d788f5d0ccf247e741
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07776875B2

Reaction notes

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